Structure database (LMSD)

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LM IDLMFA08030039
Common NameN-(4-phenyl-3-oxo-tetranoyl)-homoserine lactone
Systematic NameN-(4-phenyl-3-oxo-tetranoyl)-homoserine lactone
Synonyms4-Phenyl-3-oxo-C4-HSL; 4-Ph-3O-C4-HSL
Exact Mass
261.1001 (neutral)    Calculate m/z:
FormulaC14H15NO4
CategoryFatty Acyls [FA]
Main ClassFatty amides [FA08]
Sub ClassFatty acyl homoserine lactones [FA0803]
PubChem CID-
InChIKeySZKJWOMSLREKNK-LBPRGKRZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C14H15NO4/c16-11(8-10-4-2-1-3-5-10)9-13(17)15-12-6-7-19-14(12)18/h1-5,1
2H,6-9H2,(H,15,17)/t12-/m0/s1
SMILES[C@@H]1(CCOC1=O)NC(=O)CC(=O)CC1C=CC=CC=1
StatusActive
ReferencesSynthesis of N-Acyl Homoserine Lactone Analogues Reveals Strong Activators of SdiA, the Salmonella enterica Serovar Typhimurium LuxR Homologue. Joost C. A. Janssens, Kristine Metzger, Ruth Daniels, Dave Ptacek, Tine Verhoeven, Lothar W. Habel, Jos Vanderleyden, Dirk E. De Vos and Sigrid C. J. De Keersmaecker. Applied and Environmental Microbiology. Volume 73. No. 2, 2007, p. 535–544. doi:10.1128/AEM.01451-06
https://aem.asm.org/content/73/2/535.long
Calculated physicochemical properties (?):
 Heavy Atoms19Rings2Aromatic Rings1Rotatable Bonds5
 van der Waals
Molecular Volume
245.46Topological Polar
Surface Area
74.54Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP1.19Molar
Refractivity
68.28